HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1060401Generated: October 25, 2026
Potassium Carbonate → N-(tert-butoxycarbonyl)-4-(2-thienyl)-L-phenylalanine methyl ester
https://huagongshe.com/reaction/1060401
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Thiopheneboronic acid | HCID 2733960 | — |
| Reactant | (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(((trifluoromethyl)sulfonyl)oxy)phenyl)propanoate | HCID 10455198 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dimethylformamide toluene | HCID 21735183 | — |
| Product | N-(tert-butoxycarbonyl)-4-(2-thienyl)-L-phenylalanine methyl ester | HCID 10309111 | 62.6% |
Reaction Steps
To a mixture of 2-thienylboronic acid (1.135 g) and anhydrous K2CO3 (2.23 g) in toluene/DMF (75 mL/7.5 mL) under N2 was added a solution of N-(tert-butoxycarbonyl)-O-(trifluoromethanesulfonyl)-L-tyrosine methyl ester (3.42 g) in 5 mL of toluene. Pd(PPh3)4 (1.4 g) was added and the mixture was heated at 80° C. for 24 h. After usual work-up as shown in Example 1 the crude material was purified by flash column chromatography (silica gel; eluent: EtOAc/hexane 1:3) to yield N-(tert-butoxycarbonyl)-4-(2-thienyl)-L-phenylalanine methyl ester(1.81 g). ESMS: m/z 362 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06521666B1 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-b36c5d3a12534ec480d5ac8111d3ead5 |
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| Source note | uspto-grants-2003_02 |
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